GB1240224A - Improvements in or relating to hydroxylamine derivatives - Google Patents

Improvements in or relating to hydroxylamine derivatives

Info

Publication number
GB1240224A
GB1240224A GB05666/69A GB1566669A GB1240224A GB 1240224 A GB1240224 A GB 1240224A GB 05666/69 A GB05666/69 A GB 05666/69A GB 1566669 A GB1566669 A GB 1566669A GB 1240224 A GB1240224 A GB 1240224A
Authority
GB
United Kingdom
Prior art keywords
hydroxylamine
benzyl
butyloxycarbonyl
tert
reacting
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB05666/69A
Inventor
L Kisfaludy
L Dancsi
A Patthy
L Szporny
E Karpati
L Domok
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Richter Gedeon Vegyeszeti Gyar Nyrt
Original Assignee
Richter Gedeon Vegyeszeti Gyar RT
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Richter Gedeon Vegyeszeti Gyar RT filed Critical Richter Gedeon Vegyeszeti Gyar RT
Publication of GB1240224A publication Critical patent/GB1240224A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Neurology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Neurosurgery (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biomedical Technology (AREA)
  • Anesthesiology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

1,240,224. Hydroxamic acid derivatives. RICHTER GEDEON VEGYESZETI GYAR RT. 25 March, 1969 [30 March, 1968], No. 15666/69. Heading C2C. Novel hydroxamic -acid derivatives of the formula wherein Ac is an acyl radical of a carboxylic acid containing one or more basic nitrogen atoms, with the exception of the amino acids leucine, valine and alanine, and of 4 - phenyl - 1,2,5,6 - tetrahydropyridinoalkanoic acids, and X is an unsubstituted or substituted aralkyl radical and the pharmaceutically acceptable acid addition salts thereof -are prepared either by reacting an O - substituted hydroxylamine of the formula H 2 N-O-X with an acid of the formula AcOH or reactive derivative thereof or by reacting an N-acylated (hydroxylamine of the formula AcNHOH with an aralkyl halide of the formula X-Hal. If desired the basic nitrogen atom in the above starting materials may be protected and the protective groups removed at the end of the above processes to give the desired products. N - (tert. - Butyloxycarbonyl) - L - prolyl- O - benzyl - hydroxylamine is obtained either by reacting O - benzyl - hydroxylamine with N- (tert. - butyloxycarbonyl) - L - proline pentachlorophenyl ester or by reacting benzyl chloride with N - tert. - butyloxycarbonyl - L - proline hydroxamic acid. N - (tert. - Butyloxycarbonyl) - L - prolyl - 0- p - nitro - benzyl - hydroxylamine, N - (tert. - butyloxycarbonyl) - L - seryl - 0 - p - chlorobenzyl - hydroxylamine, N - (tert. - butyloxycarbonyl) - L - seryl - O - benzyl - hydroxylamine, N - carbobenzoxy - L - phenylalanyl - O - benzylhydroxylamine, N - carbobenzoxy - glycylglycyl- O - benzyl - hydroxylamine, and N - carbobenzoxy- L - seryl - O - benzyl - hydroxylamine are prepared by reacting the appropriate o-substituted hydroxylamine with the corresponding amino acid or amino acid ester. Pharmaceutical compositions, suitable for oral, parenteral or rectal administration, contain the above-novel compounds or pharmaceutically acceptable acid addition salts thereof and suitable carriers or diluents. The compounds possess hypotensive activity and some of them also show sedative or hypnotic effects.
GB05666/69A 1968-03-30 1969-03-25 Improvements in or relating to hydroxylamine derivatives Expired GB1240224A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HURI000343 1968-03-30

Publications (1)

Publication Number Publication Date
GB1240224A true GB1240224A (en) 1971-07-21

Family

ID=11000825

Family Applications (1)

Application Number Title Priority Date Filing Date
GB05666/69A Expired GB1240224A (en) 1968-03-30 1969-03-25 Improvements in or relating to hydroxylamine derivatives

Country Status (10)

Country Link
US (1) US3642805A (en)
JP (1) JPS4843726B1 (en)
AT (2) AT293358B (en)
CH (1) CH510620A (en)
DE (1) DE1916481C3 (en)
DK (1) DK126426B (en)
FR (1) FR2007354B1 (en)
GB (1) GB1240224A (en)
NL (1) NL6904889A (en)
SE (1) SE375760B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH574396A5 (en) * 1969-12-29 1976-04-15 Richter Gedeon Vegyeszet
US4028401A (en) * 1976-07-01 1977-06-07 Morton-Norwich Products, Inc. (Substituted)ureidoacetohydroxamic acids
US4496541A (en) * 1983-01-12 1985-01-29 Usv Pharmaceutical Corporation Compounds for treating hypertension
JPS6321067U (en) * 1986-07-26 1988-02-12
US5228899A (en) * 1989-08-25 1993-07-20 Sumitomo Chemical Company Limited Hydroxamic acid esters and plant growth regulation therewith
US5254724A (en) * 1991-10-30 1993-10-19 University Of Florida Research Foundation, Inc. Method for synthesis of desferrioxamine B, analogs and homologs thereof
DE10007308A1 (en) * 2000-02-17 2001-08-23 Bosch Gmbh Robert Method and device for determining the remaining operating time of a product

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1167934A (en) * 1955-06-28 1958-12-03 Hoffmann La Roche Process for the preparation of novel alpha-amino-beta-hydroxy acid derivatives

Also Published As

Publication number Publication date
NL6904889A (en) 1969-10-02
AT293358B (en) 1971-10-11
DE1916481C3 (en) 1974-06-27
FR2007354A1 (en) 1970-01-09
CH510620A (en) 1971-07-31
FR2007354B1 (en) 1974-01-11
SE375760B (en) 1975-04-28
JPS4843726B1 (en) 1973-12-20
DE1916481B2 (en) 1973-11-29
AT296252B (en) 1972-02-10
DE1916481A1 (en) 1969-10-09
US3642805A (en) 1972-02-15
DK126426B (en) 1973-07-16

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